Title: Middletown, NY Cottage Rentals from $190 | Expedia.com

[Middletown Travel Guide](https://expedia.com/Middletown.dx8864)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.com/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d8864.Destination-Travel-Guides)

![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Vincent Ramundo

![](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middletown cottages

![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w919h683x47y0-1b7c08f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w906h683x59y0-c6be118f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w506h683x259y0-6b740411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w905h683x60y0-1d21c342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hello Small Stone

[](https://www.expedia.com/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information)

Middletown

9.6/10

Exceptional

(5 reviews)

"The house was great. It was nice to sit and relax by the small pond in the back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John H.

$388 nightly

$439 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/dabdeda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/c4f41298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4fbee988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/7cf93160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

Kerhonkson

9.4/10

Exceptional

(13 reviews)

"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick S.

$188 nightly

$190 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/1e61a43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/e668d22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/f9745bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/68236176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

[](https://www.expedia.com/Sparrow-Bush-Hotels-Serene-Lakeside-Oasis-Fast-WiFi-15-Hrs-From-NYC.h82537288.Hotel-Information)

Sparrow Bush

9.4/10

Exceptional

(11 reviews)

"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas G.

$269 nightly

$304 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Sparrow-Bush-Hotels-Serene-Lakeside-Oasis-Fast-WiFi-15-Hrs-From-NYC.h82537288.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/54004000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/3008d822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/eb48d384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

[](https://www.expedia.com/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

Goshen

9.8/10

Exceptional

(13 reviews)

"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica C.

$280 nightly

$292 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/d5ed89f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/a309408b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Living area](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/780cac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/1d322732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hike & Fish: Outdoor Retreat Near Trails

[](https://www.expedia.com/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information)

Westbrookville

$272 nightly

$308 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

[](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

Fort Montgomery

9.8/10

Exceptional

(132 reviews)

"Amazing place Thanks for the stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julien C.

$268 nightly

$303 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/w3379h2254x65y113-3bf6be6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/70357fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/w3378h2246x65y117-b9d7217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/w2352h3136x64y187-6f5dc167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

[](https://www.expedia.com/Vernon-Hotels-Luxe-10-Guest-Cottage-SkiGolfFire-PitLakesHike.h108777320.Hotel-Information)

Vernon Township

8.8/10

Excellent

(3 reviews)

"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cherlyn I.

$421 nightly

$476 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Vernon-Hotels-Luxe-10-Guest-Cottage-SkiGolfFire-PitLakesHike.h108777320.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/5064b486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/a85af36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/d1f53490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/1b8982aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront | Sport Courts | HotTub | GameRoom

[](https://www.expedia.com/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information)

Highland Lake

10/10

Exceptional

(33 reviews)

"This property is absolutely beautiful. The check in process was easy and the host was super helpful and sweet! Highly recommend this place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christina V.

$746 nightly

$838 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/2f6e4898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/3eec223a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/14402dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/95aef8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SwimSpa | Sport Courts | Lake | Fishing | Firepit

[](https://www.expedia.com/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h100066779.Hotel-Information)

Highland Lake

9.6/10

Exceptional

(8 reviews)

"Enjoyed our stay very much! Would highly recommend for someone seeking a nice quite get-away. Very nice Swim-spa for relaxation, many board games. We look forward to returning!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dave M.

$774 nightly

$870 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h100066779.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/5de49e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/6a029a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/d4499593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/ffdabe30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

[](https://www.expedia.com/Bloomingburg-Hotels-Charming-Cottage-In-The-Lower-Catskills-Near-Ellenville-And-Wurtsboro.h113159615.Hotel-Information)

Bloomingburg

10/10

Exceptional

(1 review)

"The place was as described, quaint, clean, no issues with communication or check in"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephen H.

$190 nightly

$214 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Bloomingburg-Hotels-Charming-Cottage-In-The-Lower-Catskills-Near-Ellenville-And-Wurtsboro.h113159615.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CHALET)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America&regionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=APARTMENT)

Aparthotels

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## Top Middletown Hotel Reviews

![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/7b139e0a_y.jpg)

### The Kartrite Resort & Indoor Waterpark

6/10 Okay

"Pretty expensive room to have some issues. Bath tub faucet was broke and kept falling off the wall. Hard to take showers and control the water! Food was ok but at dinner "

[](https://expedia.com/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information)

![Super 8 by Wyndham Middletown](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/d86611d0_y.jpg)

### Super 8 by Wyndham Middletown

10/10 Excellent

"Clean room!!"

[](https://expedia.com/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information)

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"The room and hotel were very clean, breakfast staff went above and beyond, they were awesome. "

[](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e_y.jpg)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent

"The place is clean every time I come and outstanding customer service"

[](https://expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6_y.jpg)

### Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Clean room , very nice place. However when I was booking I paid for breakfast. When I got there the front desk told me that they didn’t see it on the reservation "

[](https://expedia.com/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![Best Western Hunt's Landing Hotel Matamoras/Milford](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/54a4e005_y.jpg)

### Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"Nice staff. Clean room. Comfy bed. Lots of food around. "

[](https://expedia.com/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3_y.jpg)

### Hampton Inn Harriman Woodbury

8/10 Good

"Hotel was very clean and well maintained "

[](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"We stayed at the cottages which were clean and welcoming. The only thing to keep in mind is that the common area IS common, so if you don’t want to socialize, it might not be the space for you. We had a party with us that all knew each other (and we were the only room who didn’t) and they hung out there all night talking. Not a fault of the property, but maybe stay in the main inn if you’re looking for a little more privacy."

[](https://expedia.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Yes"

[](https://expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

## Find out more about Middletown

## Middletown Cottages information

| Number of reviews | 205          |
| ----------------- | ------------ |
| Accommodation     | 134 Cottages |
| Lowest Price      | $190         |
| Highest Price     | $870         |

## Frequently asked questions

### Why book your cottage in Middletown with Expedia?

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